| ITF Women Prague | 07/26 10:35 | 26 | [234] Katerina Stewart v Alexandra Cadantu [255] | 7-6,7-5 | |
| ITF Women Prague | 07/25 09:00 | 25 | [381] Lucie Hradecká v Katerina Stewart [234] | 7-5,6-7,3-6 | |
| ITF Women Olomouc | 07/19 10:35 | 26 | [239] Katerina Stewart v Anhelina Kalinina [137] | 6-7,7-6,6-7 | |
| ITF Women Olomouc | 07/18 10:30 | 25 | [239] Katerina Stewart v Maria Marfutina [479] | 6-0,6-2 | |
| ITF Women Budapest | 07/10 12:10 | 25 | [236] Katerina Stewart v Yafan Wang [84] | 6-4,3-6,3-6 | |
| ITF Women Rome | 07/03 10:30 | 25 | [139] Sofya Zhuk v Katerina Stewart [236] | 6-7,6-1,6-1 | |
| ITF Women Bethany Beach | 06/10 13:00 | 29 | [197] Grace Min v Katerina Stewart [270] | 6-4,6-2 | |
| ITF Women Bethany Beach | 06/09 13:00 | 28 | [270] Katerina Stewart v Ashley Kratzer [254] | 3-6,6-3,6-0 | |
| ITF Women Bethany Beach | 06/08 13:00 | 27 | [353] Robin Anderson v Katerina Stewart [270] | 0-6,5-7 | |
| ITF Women Bethany Beach | 06/07 13:00 | 26 | Alexa Graham v Katerina Stewart | 1-6,5-7 | |
| ITF Women Bethany Beach | 06/06 14:30 | 25 | Genevieve Lorbergs v Katerina Stewart | 6-7,1-6 | |
| ITF Women Naples | 05/29 14:00 | 25 | [270] Katerina Stewart v Ann Li [447] | 6-3,5-7,1-6 | |
| ITF Women Osprey | 05/25 13:00 | 27 | [271] Katerina Stewart v Usue Maitane Arconada [288] | 7-6,6-7,4-6 | |
| ITF Women Osprey | 05/24 13:00 | 26 | Katerina Stewart v Cori Gauff | 7-6,6-3 | |
| ITF Women Osprey | 05/23 15:55 | 25 | Katerina Stewart v Dasha Ivanova | 6-3,6-1 | |
| ITF Women Charleston | 05/05 16:55 | 28 | [320] Katerina Stewart v Taylor Townsend [85] | 4-6,1-6 | |
| ITF Women Charleston | 05/04 14:00 | 27 | [171] Jamie Loeb v Katerina Stewart [320] | 6-7,0-6 | |
| ITF Women Charleston | 05/03 16:35 | 26 | [320] Katerina Stewart v Nicole Gibbs [118] | 6-0,6-1 | |
| ITF Women Charleston | 05/02 14:00 | 25 | [274] Ana Sofia Sanchez v Katerina Stewart [320] | 3-6,2-6 | |
| ITF Women Charleston Qual | 05/01 14:00 | 54 | Katerina Stewart v Anastasia Nefedova | 6-2,6-0 | |
| ITF Women Charleston Qual | 04/30 16:40 | 54 | Katerina Stewart v Maria Lourdes Carle | 6-2,6-1 | |
| ITF Women Charleston Qual | 04/29 18:30 | 54 | [351] Katerina Stewart v Ingrid Neel [271] | 6-4,6-3 | |
| ITF Women Charlottesville | 04/27 16:00 | 27 | [351] Katerina Stewart v Jennifer Brady [85] | 3-6,5-7 | |
| ITF Women Charlottesville | 04/26 19:25 | 26 | [351] Katerina Stewart v Francesca Di Lorenzo [198] | 4-6,6-3,6-3 | |
| ITF Women Charlottesville | 04/26 13:30 | 25 | [156] Irina Maria Bara v Katerina Stewart [351] | 4-6,0-6 | |
| ITF Women Dothan | 04/17 16:50 | 25 | [352] Katerina Stewart v Louisa Chirico [245] | 7-5,4-6,5-7 | |
| ITF Women Indian Harbour | 04/10 16:00 | 25 | [388] Katerina Stewart v Kristie Ahn [109] | 5-7,3-6 | |
| ITF Women Jackson | 04/07 17:00 | 28 | [162] Anhelina Kalinina v Katerina Stewart [382] | 6-3,6-2 | |
| ITF Women Jackson | 04/06 16:00 | 27 | [382] Katerina Stewart v Tamaryn Hendler [468] | 6-0,6-0 | |
| ITF Women Jackson | 04/05 16:30 | 26 | Iga Swiatek v Katerina Stewart | 2-6,1-6 |